The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
In-insect synthesis of oxygen-doped molecular nanocarbons
Open accessPublished version of a preprint
Abstract
Many functional molecules and materials have been produced with organic chemistry or with in vitro enzymatic approaches. Individual organisms, such as insects, have the potential to serve as natural reaction platforms in which high densities of multiple enzymes can perform new and complex reactions. We report an “in-insect” unnatural product synthesis that takes advantage of their xenobiotic metabolism. We selectively transform belt- and ring-shaped molecular nanocarbons into otherwise difficult-to-prepare derivatives in which oxygen atoms are inserted into aromatic rings. Cytochrome P450 variants are most likely the enzymes responsible for this reaction. Molecular dynamics simulations and quantum chemical calculations indicated a possible mode of substrate incorporation into the enzyme and an unconventional mechanism of direct oxygen insertion into carbon–carbon bonds.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Highly accurate protein structure prediction with AlphaFold
Jumper, J., Evans, R., Pritzel, A., Green, T., Figurnov, M., Ronneberger, O., Tunyasuvunakool, K., Bates, R., Žídek, A., Potapenko, A., et al. (2021) · Nature · doi:10.1038/s41586-021-03819-2 · Cited by 43,764
Flagged first, then by citations
Research works printed but not linked: 78
- 10.1016/B978-0-12-803550-4.00008-2 · DOI
- 10.1042/bse0590001 · DOI
- 10.1007/s12551-020-00618-3 · DOI
- 10.1002/arch.21869 · DOI
- 10.1016/j.tet.2022.132907 · DOI
- 10.1126/science.1068427 · DOI
- 10.1021/ja807126u · DOI
- 10.1002/anie.200902617 · DOI
- 10.1002/anie.200905659 · DOI
- 10.1038/s41570-019-0140-0 · DOI
- 10.1002/anie.201508384 · DOI
- 10.1126/science.aam8158 · DOI
- 10.1016/j.chempr.2019.01.004 · DOI
- 10.1038/s41557-020-00627-5 · DOI
- 10.1002/anie.202012651 · DOI
- 10.1021/jacs.1c08468 · DOI
- 10.1021/jacs.1c10807 · DOI
- 10.1038/s44160-022-00075-8 · DOI
- 10.1038/s44160-023-00317-3 · DOI
- 10.1021/jacs.0c06007 · DOI
- 10.1021/jacs.2c13208 · DOI
- 10.1038/nchem.1704 · DOI
- 10.1002/anie.201713387 · DOI
- 10.1021/jacs.1c00863 · DOI
- 10.1126/science.aay1914 · DOI · Paper page
- 10.1038/s41586-023-06566-8 · DOI
- 10.1016/j.carbon.2024.118909 · DOI
- 10.1002/anie.202414645 · DOI
- 10.1016/j.copbio.2004.01.008 · DOI
- 10.1177/1934578X0700200415 · DOI
- 10.1038/s41559-017-0314-4 · DOI
- 10.5650/jos.ess18105 · DOI
- 10.1016/j.cois.2020.10.011 · DOI
- 10.1016/j.jinsphys.2015.02.013 · DOI
- 10.1016/j.pestbp.2021.104775 · DOI
- 10.5511/plantbiotechnology.15.0605a · DOI
- 10.1021/acs.jcim.1c00203 · DOI
- 10.1021/jm400288z · DOI
- 10.1021/acs.jctc.9b00166 · DOI
- 10.1021/ja034142f · DOI
- A. Usami H. Kono V. Austen Q. M. Phung H. Shudo T. Kato H. Yamada A. Yagi K. Amaike K. J. Fujimoto T. Yanai K. Itami In-insect synthesis of oxygen-doped molecular nanocarbons Zenodo (2025); https://doi.org/10.5281/zenodo.15081113 10.5281/zenodo.15081113 · DOI
- 10.1107/S2053273314026370 · DOI · Paper page
- 10.1107/S2053229614024218 · DOI · Paper page
- 10.1107/S0021889808042726 · DOI · Paper page
- 10.1017/S0007485316000031 · DOI
- 10.1038/s41559-017-0314-4 · DOI
- 10.1038/nmeth.3317 · DOI · Paper page
- 10.1038/nbt.3122 · DOI
- 10.1038/nmeth.1923 · DOI · Paper page
- 10.1186/1471-2105-12-323 · DOI · Paper page
- 10.1093/nar/28.1.27 · DOI · Paper page
- 10.3389/fphys.2018.00137/full · DOI
- 10.1186/1471-2105-10-392 · DOI
- 10.1002/bip.360320508 · DOI
- 10.1063/1.464397 · DOI
- 10.1016/0021-9991(77)90098-5 · DOI
- 10.1063/1.445869 · DOI
- 10.1021/acs.jctc.5b00255 · DOI
- 10.1021/ct4010307 · DOI
- 10.1002/jcc.20035 · DOI
- 10.1063/1.464913 · DOI · Paper page
- 10.1103/PhysRevB.37.785 · DOI · Paper page
- 10.1139/p80-159 · DOI
- 10.1021/j100096a001 · DOI
- 10.1039/b508541a · DOI
- 10.1002/jcc.21759 · DOI · Paper page
- 10.1063/1.3382344 · DOI · Paper page
- 10.12688/f1000research.22758.1 · DOI
- 10.1002/chem.201200497 · DOI
- 10.1002/prot.340040104 · DOI
- 10.1021/cr9904009 · DOI
- 10.1103/PhysRevA.38.3098 · DOI
- 10.1103/PhysRevB.33.8822 · DOI
- 10.1103/PhysRevLett.77.3865 · DOI · Paper page
- 10.1103/PhysRevLett.78.1396 · DOI
- 10.1063/1.478522 · DOI
- 10.1103/PhysRevLett.91.146401 · DOI
- 10.1063/1.1626543 · DOI
Metadata
- Authors
- Usami, A., Kono, H., Austen, V., Phung, Q. M., Shudo, H., Kato, T., Yamada, H., Yagi, A., Amaike, K., Fujimoto, K. J., Yanai, T., & Itami, K.
- Affiliations
- Institute of Transformative Bio-Molecules (JP)
- Nagoya University (JP)
- Integrated Research Consortium on Chemical Sciences, Nagoya University (JP)
- RIKEN (JP)
- RIKEN Center for Sustainable Resource Science (JP)
- Corresponding author
- Usami, Atsushi
- Kono, Hideya
- Austen, Vic
- Fujimoto, Kazuhiro J.
- Yanai, Takeshi
- Itami, Kenichiro
- ORCID
- Venue
- Science
- Published
- 2025-06-05
- Volume
- 388
- Issue
- 6751
- Pages
- 1055-1061
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W4411051328
- Cited by
- 15
- References
- 1
- Citations by year
- 2026: 6 · 2025: 9
- FWCI
- 4.48
- Type
- journal article
- Language
- en
- Open access
- green
- doi.org
- Locations
- Science (publishedVersion)
- ChemRxiv (acceptedVersion, cc-by-nc-nd)
- PubMed (publishedVersion)
- Funders
- Ministry of Education, Culture, Sports, Science and Technology (JPMXP1323015482)
- Japan Society for the Promotion of Science (24KJ0177, 19H05463, JPMXP1323015482, 22K14782, 22K05451, 24K17694, 22K21346)
- Japan Science and Technology Agency (JPMJAX22B3)
- ACT-X
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
- Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Pharmacogenetics and Drug Metabolism
- Keywords
- cytochrome P450, biocatalytic oxidation, substrate binding
- MeSH terms
- Animals, Cytochrome P-450 Enzyme System, Insecta, Oxygen, Bombyx, Spodoptera, Nanostructures, Biocatalysis, Molecular Dynamics Simulation
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
